HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 71494104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-(Imidazol-1-yl)benzylamine | HCID 14739888 | — |
| Reactant | 2-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid | HCID 86721182 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71494104 | HCID 71494104 | 46.7% |
Reaction Steps
A solution of 2-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid (50 mg, 0.14 mmol), HATU (106 mg, 0.28 mmol), DIEA (0.049 mL, 0.28 mmol) and 4-(1H-imidazol-1-yl)benzylamine (96 mg, 0.56 mmol) in DMF (2.0 mL) was stirred at room temperature for 14 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by NH-silica gel column chromatography (solvent gradient; 50→70% ethyl acetate/hexane) to give the title compound (33.4 mg, 0.065 mmol, 46.7%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156837B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-3964f14674b84959887286e6e85dd0b9 |
| Source note | uspto-grants-2015_10 |